silver(l) oxide in chloroform

silver(l) oxide in chloroform Heating;

silver(l) oxide

2: DDQ / CH2Cl2 / Ambient temperature View Scheme

magnesium sulfate; silver(l) oxide 1.) xylene, reflux, 5 d; 2.) RT, 12 h; Yield given. Multistep reaction;

2,3-dicyano-5,6-dichloro-p-benzoquinone 1) CH2Cl2, 6 h, 2) 2 h; Yield given. Multistep reaction. Yields of byproduct given;

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 14.25 h / |Inert atmosphere 2.1: zinc; pyridine / chloroform / 0.33 h / |Inert atmosphere; |Reflux 3.1: potassium carbonate / acetone / 16 h / |Inert atmosphere; |Reflux 4.1: potassium carbonate / methanol / 0 - 20 °C / |Inert atmosphere 5.1: triethylamine / acetonitrile / 2 h / 60 °C / |Inert atmosphere 6.1: piperidine / tetrahydrofuran / 4 h / 20 - 70 °C / |Inert atmosphere 7.1: piperidine / water; benzene / 1 h / |Inert atmosphere; |Dean-Stark; |Reflux 7.2: 48 h / |Inert atmosphere; |Reflux 8.1: potassium hydroxide / methanol / 2 h / |Inert atmosphere; |Reflux 8.2: pH 4 9.1: BH3*SMe2 / tetrahydrofuran / 5.08 h / 20 °C / |Inert atmosphere 10.1: pyridinium chlorochromate / dichloromethane / 3 h / 20 °C / |Inert atmosphere 11.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1 h / |Inert atmosphere; |Reflux 11.2: 15 h / 20 °C / |Inert atmosphere; |Reflux 12.1: boron trichloride / dichloromethane / -78 - 20 °C / |Inert atmosphere View Scheme

1: 93 percent / Ag2O / CH2Cl2 / 12 h / Heating 2: 64 percent / AgNO3; aq. (NH4)2S28 / acetonitrile / 2 h / 75 °C 3: 94 percent / benzylidenebis(tricyclohexylphosphine)dichlororuthenium / toluene / 24 h / 20 - 100 °C 4: 92 percent / Pd/C / toluene / Heating View Scheme

2,3-dicyano-5,6-dichloro-p-benzoquinone 1) CH2Cl2, 6 h, 2) 2 h; Yield given. Multistep reaction. Yields of byproduct given;

trichloro(N,N'-ethylene-bis-aminobenzamide)lanthanum(III); bromine in tetrachloromethane T=50°C; 0.416667 h; further reagent: trichloro(N,N'-ethylene-bis-aminobenzamide)samarium(III);